(S)-(-)-1-Boc-2-pyrrolidinemethanol supplier

Name
(S)-(-)-1-Boc-2-pyrrolidinemethanol
EINECS -0
CAS No. 69610-40-8
Article Data231
CAS DataBase
Density 1.084 g/cm₃
Solubility insoluble in water
Melting Point 62-64 °C(lit.)
Formula C₁₀H₁₉NO₃
Boiling Point 289.5 °C at 760 mmHg
Molecular Weight 201.266
Flash Point 128.9 °C
Transport Information
Appearance White powder
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 1-Pyrrolidinecarboxylicacid, 2-(hydroxymethyl)-, 1,1-dimethylethyl ester, (S)-;(2S)-1-(tert-Butoxycarbonyl)-2-pyrrolidinemethanol;(2S)-2-Hydroxymethylpyrrolidine-1-carboxylic acid tert-butyl ester;(2S)-Hydroxymethylpyrrolidine-1-carboxylicacid tert-butyl ester;(S)-(+)-N-Boc-prolinol;(S)-(-)-1-(tert-Butoxycarbonyl)-2-pyrrolidinemethanol;(S)-1-BOC-2-Pyrrolidinemethanol;(S)-2-(Hydroxymethyl)pyrrolidine-1-carboxylic acid tert-butyl ester;(S)-N-tert-Butoxycarbonyl-2-pyrrolidinemethanol;(S)-tert-Butyl2-(hydroxymethyl)pyrrolidine-1-carboxylate;1-BOC-2-(S)-Pyrrolidinemethanol;BOC-L-prolinol;Boc-(S)-(-)-2-pyrrolidinemethanol;N-[(tert-Butoxy)carbonyl]-L-prolinol;tert-Butyl(2S)-2-(Hydroxymethyl)-1-pyrrolidinecarboxylate;
PSA 49.77000
LogP 1.31610

Synthetic route

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
With borane-THF In tetrahydrofuran at 0 - 20℃;	100%
With dimethylsulfide borane complex In tetrahydrofuran at 0 - 20℃; for 5h;	100%
With borane-THF at 0℃; for 1h;	99%

: 24424-99-5
di-tert-butyl dicarbonate

: 23356-96-9
(S)-1-Pyrrolidin-2-yl-methanol

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
With triethylamine In ethyl acetate at 0 - 20℃; for 11.5h;	100%
With triethylamine In ethyl acetate at 0 - 20℃; for 11.5h;	100%
With sodium hydrogencarbonate In tetrahydrofuran; water at 0 - 20℃; Inert atmosphere;	100%

: (S)-N-tert-butoxycarbonyl-2-p-methoxybenzyloxymethylpyrrolidine

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
With tert.-butylnitrite; oxygen; 2,3-dicyano-5,6-dichloro-p-benzoquinone In chlorobenzene at 100℃; under 760.051 Torr; for 2h;	95%
With tert.-butylnitrite; oxygen; 2,3-dicyano-5,6-dichloro-p-benzoquinone In monoethylene glycol diethyl ether at 120℃; under 1500.15 Torr; for 2h;	93%
With 4,4'-bipyridine; (phthalocyaninato)iron(II); oxygen; 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene at 80℃; under 3000.3 Torr; for 18h; Pressure; Autoclave;	91%

: 59936-29-7
(S)-N-(tert-butoxycarbonyl)proline methyl ester

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
With lithium borohydride In tetrahydrofuran at 20℃;	97%
With lithium aluminium tetrahydride In diethyl ether	95%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 1h;	95%

: 69610-41-9
Boc-L-Pro-H

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
With sodium tetrahydroborate In methanol at 0 - 20℃; for 0.333333h;	93%
With sodium tetrahydroborate In ethanol for 0.75h;	86%
With sodium tetrahydroborate In methanol at 20℃; for 1.5h;	80%

: 23356-96-9
(S)-1-Pyrrolidin-2-yl-methanol

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
With triethylamine In water; ethyl acetate	80.8%

: 288086-98-6
[tert-butyl (R)-2-(methoxy(methyl)carbamoyl)pyrrolidine-1-carboxylate]

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
Stage #1: With sodium borohydride; lithium chloride In tetrahydrofuran; ethanol at 0℃; for 0.416667h; Stage #2: [tert-butyl (R)-2-(methoxy(methyl)carbamoyl)pyrrolidine-1-carboxylate] at 0 - 20℃; for 18h; Stage #3: With acetic acid In water

: 147-85-3
L-proline

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: lithium aluminium hydride / tetrahydrofuran / 0 - 25 °C 2: 39.1 g / tetrahydrofuran / 20 °C View Scheme
Multi-step reaction with 2 steps 1: 75 percent / LiAlH4 / tetrahydrofuran 2: NaOH View Scheme
Multi-step reaction with 2 steps 1: LiAlH4 / tetrahydrofuran 2: NaCl, NaHCO3 / CHCl3; H2O / Heating View Scheme

: sodium dihydrogen phosphate

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 541-41-3
chloroformic acid ethyl ester

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
With sodium borohydrid; sodium hydrogencarbonate; triethylamine; silica gel In tetrahydrofuran

...Expand

: 135097-23-3
(2S)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 16h;	96%

: 135339-65-0
Nα,N,N-tris(tert-butoxycarbonyl)-(S)-prolinamide

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
With sodium tetrahydroborate In ethanol at 20℃;	84%

: 13139-12-3
tert-butyl 2,5-dioxopyrrolidin-1-yl carbonate

: 23356-96-9
(S)-1-Pyrrolidin-2-yl-methanol

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 2h;

: 854917-80-9
(S)-(1-(4-methoxybenzyl)pyrrolidin-2-yl)methanol

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: H2, HCl / 10percent Pd/C / methanol / 760 Torr 2: diethyl ether View Scheme

: C13H21NO6

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
With sodium tetrahydroborate; water; sodium hydroxide at -10 - 20℃;

: 24424-99-5
di-tert-butyl dicarbonate

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 94 percent / triethylamine / CH2Cl2 / 2.5 h / 0 °C 2: 82 percent / borane-tetrahydrofuran complex / tetrahydrofuran / 3 h / 0 - 20 °C View Scheme
Multi-step reaction with 2 steps 1: 95 percent / Et3N / CH2Cl2 / 2.5 h / 0 °C 2: 76 percent / B2H6*THF / tetrahydrofuran / 1.) 0 deg C, 2 h, 2.) r.t., 1 h View Scheme
Multi-step reaction with 2 steps 1: 96 percent / triethylamine / CH2Cl2 / 0 - 20 °C 2: 92.4 percent / lithium chloride, sodium borohydride / ethanol; tetrahydrofuran / 4 h / Ambient temperature View Scheme

: 84890-94-8
(S)-2-Isobutoxycarbonyloxycarbonyl-pyrrolidine-1-carboxylic acid tert-butyl ester

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
With sodium tetrahydroborate; iodine In tetrahydrofuran at 0 - 20℃; for 5.5h;
With sodium tetrahydroborate; sodium hydroxide In tetrahydrofuran; water at 20℃; Inert atmosphere;	4.3 g

: 24424-99-5
di-tert-butyl dicarbonate

: 144-55-8
sodium hydrogencarbonate

: 23356-96-9
(S)-1-Pyrrolidin-2-yl-methanol

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
With triethylamine In dichloromethane

...Expand

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 100-39-0
benzyl bromide

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
Stage #1: 1-(tert-butoxycarbonyl)-L-proline With sodium hydride In tetrahydrofuran at 20℃; for 1h; Stage #2: benzyl bromide In tetrahydrofuran at 20℃; for 20h;	80.4%

: 74-97-5
chlorobromomethane

: 149682-81-5
(R)-tert-butyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolidine-1-carboxylate

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
Stage #1: chlorobromomethane; (R)-tert-butyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolidine-1-carboxylate With n-butyllithium In diethyl ether; hexane at -78 - 20℃; Stage #2: In chloroform at 70℃; for 20h; Stage #3: With dihydrogen peroxide; sodium hydroxide In tetrahydrofuran; water at 0℃; for 2h;	79%

: Boc-Pro-OPcp

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
With sodium tetrahydroborate; iodine In tetrahydrofuran at 20℃; Reduction;	64%

: 781665-27-8
(S)-1-tert-butoxycarbonyl-2-(3,3,3-trifluoroprop-1-enyl)pyrrolidine

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
Stage #1: (S)-1-tert-butoxycarbonyl-2-(3,3,3-trifluoroprop-1-enyl)pyrrolidine With ozone In methanol; dichloromethane at -78℃; for 0.833333h; Stage #2: With sodium tetrahydroborate In methanol; dichloromethane at 0℃; for 3.5h;	40%

: 2577-48-2
methyl (2S)-pyrrolidine carboxylate

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Et3N 2: 86 percent / LiAlH4 / diethyl ether / 0 °C View Scheme
Multi-step reaction with 2 steps 1: 91 percent / dimethylformamide / 4 h 2: 36 percent / di-isobutylaluminium hydride / toluene; hexane / -78 deg C, 30 min, -> RT, 3 h View Scheme
Multi-step reaction with 2 steps 1: 94 percent / Et3N, 4-dimethylaminopyridine / CH2Cl2 / 18 h / Ambient temperature 2: 90 percent / LiAlH4 / tetrahydrofuran / 2 h / 0 °C View Scheme

: 105678-24-8
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

: 23356-96-9
(S)-1-Pyrrolidin-2-yl-methanol

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
In dichloromethane at 20℃; chemoselective reaction;	88%

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Boc-MePhe-N(-CH2-Merrifield resin)-Phe-OMeBoc-Leu-OH: Boc-MePhe-N(-CH2-Merrifield resin)-Phe-OMeBoc-Leu-OH

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: diethyl ether; methanol 2: 84 percent / LiBH4 / tetrahydrofuran / 4 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: NaBH4; LiCl View Scheme
Multi-step reaction with 2 steps 1: N-methylmorpholine / tetrahydrofuran / 0.17 h / -5 °C 2: I2; NaBH4 / tetrahydrofuran / 5.5 h / 0 - 20 °C View Scheme

: 147-85-3
L-proline

3-CH3O-phenyl halide: 3-CH3O-phenyl halide

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: LiAlH4 View Scheme
Multi-step reaction with 2 steps 1: 94 percent / triethylamine / CH2Cl2 / 2.5 h / 0 °C 2: 82 percent / borane-tetrahydrofuran complex / tetrahydrofuran / 3 h / 0 - 20 °C View Scheme
Multi-step reaction with 2 steps 1: 94 percent / LiAlH4 / tetrahydrofuran / 2 h / Heating 2: 84 percent / Et3N / CH2Cl2 / 20 °C View Scheme
Multi-step reaction with 3 steps 1: 95 percent / SOCl2 2: 85 percent / Et3N / CH2Cl2 3: 85 percent / NaBH4; LiCl; EtOH / tetrahydrofuran View Scheme

: 1426306-41-3
C23H29NO3

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
With tert.-butylnitrite; oxygen; 2,3-dicyano-5,6-dichloro-p-benzoquinone In chlorobenzene at 100℃; under 760.051 Torr; for 7h;

: 74651-77-7
2-(tert-butoxycarbonyloxyimino)-2-phenylacetonitrile

: 23356-96-9
(S)-1-Pyrrolidin-2-yl-methanol

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
In hydrous dioxane

: 37784-17-1
N-(tert-butoxycarbonyl)-D-proline

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

: 3392-10-7
tert-butoxycarbonyl-L-proline N-hydroxysuccinimide ester

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
With sodium tetrahydroborate In water at 0℃;	0.313 g

: 73286-71-2
N-(tert-butoxycarbonyl)-2,3-dihydropyrrole

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogen, Rh(acac)(CO)2, (R)-2-(diphenylphosphino)-1,1'-binaphthalen-2'-yl (S)-1,1'-binaphthalene-2,2'-diyl phosphite / benzene / 72 h / 60 °C / 76000 Torr / other reagent: (R)-2-(diphenylphosphino)-1,1'-binaphthalen-2'-yl (S)-3,3'-dimethyl-1,1'-binaphthalene-2,2'-diyl phosphite 2: borane-THF / tetrahydrofuran / 1.) 0 deg C, 2 h, 2.) room temperature, overnight View Scheme

Yield

Multi-step reaction with 2 steps
1: hydrogen, Rh(acac)(CO)2, (R)-2-(diphenylphosphino)-1,1'-binaphthalen-2'-yl (S)-1,1'-binaphthalene-2,2'-diyl phosphite / benzene / 72 h / 60 °C / 76000 Torr / other reagent: (R)-2-(diphenylphosphino)-1,1'-binaphthalen-2'-yl (S)-3,3'-dimethyl-1,1'-binaphthalene-2,2'-diyl phosphite
2: borane-THF / tetrahydrofuran / 1.) 0 deg C, 2 h, 2.) room temperature, overnight
View Scheme

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

: 69610-41-9
Boc-L-Pro-H

Conditions

Conditions	Yield
With oxalyl dichloride; dimethyl sulfoxide In triethylamine	100%
With pyridine-SO3 complex; triethylamine In dimethyl sulfoxide Oxidation;	100%
With Dess-Martin periodane; tert-butyl alcohol In dichloromethane Ambient temperature;	99%

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

: 124-63-0
methanesulfonyl chloride

: 132482-09-8
tert-butyl (2S)-2-{[(methylsulfonyl)oxy]methyl}-pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 3h;	100%
With triethylamine In dichloromethane at 0℃; Mesylation;	100%
With triethylamine In dichloromethane for 2h;	100%

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

: 98-59-9
p-toluenesulfonyl chloride

: 86661-32-7
(S)-tert-butyl 2-((tosyloxy)methyl)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃;	100%
With pyridine In dichloromethane at 0 - 20℃;	100%
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere;	100%

: 927892-95-3
4-[(4-fluorobenzyl)oxy]-1-[4-(methanesulfonyloxymethyl)phenyl]pyridin-2(1H)-one

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

: 927892-97-5
tert-butyl (2S)-2-[({4-[4-[(4-fluorobenzyl)oxy]-2-oxopyridin-1(2H)-yl]benzyl}oxy)methyl]pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 3h;	100%

: 524-38-9
N-hydroxyphthalimide

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

: 952747-36-3
tert-butyl (2S)-2-[[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)oxy]methyl]-pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at -10 - 20℃;	100%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at -10 - 20℃; for 16h;	98%
Stage #1: N-(tert-butoxycarbonyl)-L-prolinol With 5,10,15,20-tetraphenyl-21H,23H-porphine; diethylazodicarboxylate In tetrahydrofuran at -10℃; for 0.833333h; Stage #2: N-hydroxyphthalimide In tetrahydrofuran at 20℃; for 16h;	98%

: 136918-14-4
phthalimide

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

: 281197-55-5
tert-butyl (S)-2-((1,3-dioxoisoindolin-2-yl)methyl)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In toluene at 20 - 60℃; for 5.5h;	100%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; Mitsunobu reaction;	88%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 16h; Inert atmosphere;	62.14%

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

: 35808-68-5
4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine

: 1414357-44-0
(S)-tert-butyl 2-((4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 12h;	100%
With N-ethyl-N,N-diisopropylamine; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 12h;	100%
With N-ethyl-N,N-diisopropylamine; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 12h;	100%
With N-ethyl-N,N-diisopropylamine; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 12h;	100%

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

: 35808-68-5
4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine

: tert-butyl (S)-2-((4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl)pyrrolidine-4-carboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 12h; Mitsunobu Displacement;	100%

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

: (S)-pyrrolidin-2-ylmethanol hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; dichloromethane at 0 - 15℃; for 0.5h; Inert atmosphere;	100%

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

: 111196-81-7
2-chloro-5-ethylpyrimidine

: C16H25N3O3

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 3h; Inert atmosphere;	100%
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 3h; Cooling with ice;	100%

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

: 107-13-1
acrylonitrile

: 1192134-56-7
(S)-2-(2-cyanoethoxymethyl)pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In water; toluene at 20℃; for 20h; Michael addition;	99%

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

: 69610-41-9
Boc-L-Pro-H

Conditions

Conditions	Yield
With oxalyl dichloride; dimethyl sulfoxide; triethylamine In dichloromethane	99%

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 108732-20-3
(2S)-1-(tert-Butoxycarbonyl)-2-<(tert-butyldimethylsilyl)oxymethyl>pyrrolidine

Conditions

Conditions	Yield
With dmap; TEA In N,N-dimethyl-formamide for 3h; Ambient temperature;	98%
With 1H-imidazole In N,N-dimethyl-formamide for 16h; Ambient temperature;	83%

: C15H13NO3

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

: C25H30N2O5

Conditions

Conditions	Yield
With triphenylphosphine; 1,1'-azodicarbonyl-dipiperidine In chloroform at 20℃; for 15h; Inert atmosphere;	98%

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

: 598-21-0
2-Bromoacetyl bromide

: (R)-2-pyrrolidinylmethyl 2-bromoacetate

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 24h;	97.1%

: 3964-57-6
methyl 4-hydroxy-3-chlorobenzoate

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

: 922529-63-3
methyl 4-[1-(tert-butoxycarbonyl)-(2S)-pyrrolidinylmethoxy]-3-chlorobenzoate

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran for 6.5h; Mitsunobu reaction; Heating;	97%

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

: 130115-85-4
5-bromo-6-chloropyridin-3-ol

: 186593-01-1
5-bromo-6-chloro-3-(1-tert-butyloxycarbonyl-2-(S)-pyrrolidinylmethoxy)pyridine

Conditions

Conditions	Yield
Stage #1: With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0℃; for 0.5h; Stage #2: N-(tert-butoxycarbonyl)-L-prolinol; 5-bromo-6-chloropyridin-3-ol In tetrahydrofuran at 20℃;	97%

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

: 108-24-7
acetic anhydride

: 347189-07-5
tert-butyl (S)-2-(acetoxymethyl)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With pyridine; dmap In dichloromethane at 0 - 20℃; for 1h;	97%
With pyridine; dmap In ethyl acetate at 20℃; for 1h;
With dmap; triethylamine In dichloromethane

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

: 124-63-0
methanesulfonyl chloride

: 177948-61-7
2S-N-tert-Butyloxycarbonyl-2-methylsulphonylmethylpyrrolidine

Conditions

Conditions	Yield
In dichloromethane	97%
With triethylamine In dichloromethane at 20℃; for 4h;

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

: 124-63-0
methanesulfonyl chloride

: 132482-09-8
tert-butyl (2S)-2-{[(methylsulfonyl)oxy]methyl}-pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
In dichloromethane	97%
With triethylamine In dichloromethane at 20℃; for 4h;

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

: 1257989-38-0
bis(((S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl)methyl) phosphonate

Conditions

Conditions	Yield
Stage #1: N-(tert-butoxycarbonyl)-L-prolinol With triethylamine; phosphorus trichloride In dichloromethane at 0℃; for 3h; Inert atmosphere; Reflux; Stage #2: With water In dichloromethane at 20℃; for 1h;	96%

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

: 98-88-4
benzoyl chloride

: (S)-tert-butyl 2-((benzoyloxy)methyl)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With pyridine In dichloromethane at 0 - 20℃; for 6h;	96%
With dmap In dichloromethane at 20℃; Inert atmosphere;	82%

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

: 174669-74-0
2-fluoro-3-hydroxypyridine

: tert-butyl (2S)-2-[[(2-fluoropyridin-3-yl)oxy]methyl]pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 16h; Mitsunobu Displacement; Inert atmosphere;	95.4%

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

: 338945-22-5
(S)-2-iodomethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With 1H-imidazole; diphenylphosphinopolystyrene; iodine In dichloromethane for 1h; Heating;	95%
With 1H-imidazole; iodine; triphenylphosphine In diethyl ether at 20℃; for 12h;	89%
With 1H-imidazole; iodine; triphenylphosphine In diethyl ether; dichloromethane at 20℃; for 16h;	83%

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

: 98-59-9
p-toluenesulfonyl chloride

: 136235-11-5
(S)-2-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-1-pyrrolidinecarboxylic acid,1,1-dimethylethyl ester

Conditions

Conditions	Yield
With pyridine In dichloromethane at 0 - 20℃; for 15h; Inert atmosphere;	95%

(S)-(-)-1-Boc-2-pyrrolidinemethanol Chemical Properties

IUPAC Name: (S)-(-)-1-Boc-2-pyrrolidinemethanol
Molecular Formula: C₁₀H₁₉NO₃
Molecular Weight: 201.26
Density: 1.084 g/cm³
Melting Point: 60-64 ºC
Boiling Point: 289.5 °C at 760 mmHg
Flash Point: 128.9 °C
Solubility: insoluble
Freely Rotating Bonds: 4
Polar Surface Area: 38.77 Å²
Index of Refraction: 1.483
Molar Refractivity: 53.05 cm³
Molar Volume: 185.5 cm³
Polarizability: 21.03× 10^-24cm³
Surface Tension: 39.1 dyne/cm
Enthalpy of Vaporization: 61.36 kJ/mol
Vapour Pressure: 0.000241 mmHg at 25°C
Storage temperature: store at 0°C
Properties: white powder
The Cas Register Number of Boc-L-Prolinol is 69610-40-8.The chemical synonyms of Boc-L-Prolinol (CAS NO.69610-40-8) are 1-Pyrrolidinecarboxylic acid, 2-(hydroxymethyl)-, 1,1-dimethylethyl ester, (2S)- ; tert-Butyl (2S)-2-(hydroxymethyl)pyrrolidine-1-carboxylate ; tert-Butyl-(2S)-2-(hydroxymethyl)pyrrolidin-1-carboxylat ; (R)-(-)-N-Boc-prolinol ; (S)-(-)-1-Boc-2-pyrrolidinemethanol ; (S)-(+)-2-(Hydroxymethyl)pyrrolidine, N-BOC protected ; (S)-1-Boc-2-pyrrolidinemethanol ; (S)-2-Hydroxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester ; (S)-tert-Butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate ; 1-Boc-L-Prolinol ; 1-Pyrrolidinecarboxylic acid, 2-(hydroxymethyl)-, 1,1-dimethylethyl ester ; Boc-L-Prolinol ; Boc-Pro-ol ; N-(tert-Butoxycarbonyl)-D-prolinol ; N-(tert-Butoxycarbonyl)-L-prolinol ; N-Boc-L-Prolinol ; N-t-BOC-L-Prolinol ; tert-Butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate .Product categories of Boc-L-Prolinol (CAS NO.69610-40-8) are Alcohol Aldehyde and acid series ; Amino Acids ; Chiral Building Blocks ; Glycidyl Compounds, etc. (Chiral) ; Synthetic Organic Chemistry ; Chiral chemicals ; Chiral Products .The molecular structure of Boc-L-Prolinol (CAS NO.69610-40-8) is.

(S)-(-)-1-Boc-2-pyrrolidinemethanol Uses

Boc-L-Prolinol (CAS NO.69610-40-8) is used as pharmaceutical intermediate.

(S)-(-)-1-Boc-2-pyrrolidinemethanol Production

Its raw materials are Dichloromethane ; Di-tert-butyl dicarbonate ; L-(+)-Prolinol .Preparation products are Boc-L-beta-Homoproline ; N-BOC-L-Prolinal by Boc-L-Prolinol (CAS NO.69610-40-8) .

(S)-(-)-1-Boc-2-pyrrolidinemethanol Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36: Wear suitable protective clothing.
WGK Germany: 3
Hazard Note: Irritant

Product Name

(S)-(-)-1-Boc-2-pyrrolidinemethanol

Synthetic route

(S)-(-)-1-Boc-2-pyrrolidinemethanol Chemical Properties

(S)-(-)-1-Boc-2-pyrrolidinemethanol Uses

(S)-(-)-1-Boc-2-pyrrolidinemethanol Production

(S)-(-)-1-Boc-2-pyrrolidinemethanol Safety Profile

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