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N-(TERT-BUTOXYCARBONYL)-D-PROLINAL

CAS No.
73365-02-3
Chemical Name:
N-(TERT-BUTOXYCARBONYL)-D-PROLINAL
Synonyms
(R)-tert-butyl 2-forMylpyrrolidine-1-carboxylate;Boc-D-prolyne;BOC-D-PROLINAL;(R)-N-BOC-PROLINAL;N-T-BOC-D-PROLINAL;(R)-N-BOC-PROLINAL, 97+%;(R)-1-Boc-2-formylpyrrolidine;N-(TERT-BUTOXYCARBONYL)-D-PROLINAL;(R)-(+)-1-BOC-2-PYRROLIDINECARBALDEHYDE;S-(+)-N-(diphenylmethylene)glycinesultam
CBNumber:
CB8215406
Molecular Formula:
C10H17NO3
Molecular Weight:
199.25
MDL Number:
MFCD01321389
MOL File:
73365-02-3.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:50

N-(TERT-BUTOXYCARBONYL)-D-PROLINAL Properties

Boiling point 228 °C(lit.)
alpha +83°(23℃, neat)
Density 1.059 g/mL at 25 °C(lit.)
refractive index n20/D 1.461(lit.)
Flash point >230 °F
storage temp. -20°C
form Liquid
pka -3.03±0.40(Predicted)
Specific Gravity 1.059
color Colorless to yellow
optical activity [α]23/D +83°, neat
Sensitive Air Sensitive
InChI InChI=1S/C10H17NO3/c1-10(2,3)14-9(13)11-6-4-5-8(11)7-12/h7-8H,4-6H2,1-3H3/t8-/m1/s1
InChIKey YDBPZCVWPFMBDH-MRVPVSSYSA-N
SMILES N1(C(OC(C)(C)C)=O)CCC[C@@H]1C=O
UNSPSC Code 12352209
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
HS Code  29339980
NFPA 704
1
2 0

N-(TERT-BUTOXYCARBONYL)-D-PROLINAL price More Price(29)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 483788 N-(tert-Butoxycarbonyl)-D-prolinal 97% 73365-02-3 1g $49.75 2025-07-31 Buy
Sigma-Aldrich 483788 N-(tert-Butoxycarbonyl)-D-prolinal 97% 73365-02-3 5g $395 2023-06-20 Buy
TCI Chemical B5395 N-(tert-Butoxycarbonyl)-D-prolinal 73365-02-3 1G $93 2025-07-31 Buy
Usbiological 265613 Boc-D-prolinal 73365-02-3 500mg $382 2021-12-16 Buy
Matrix Scientific 074620 N-Boc-D-Prolinal 95+% 73365-02-3 10g $395 2021-12-16 Buy
Product number Packaging Price Buy
483788 1g $49.75 Buy
483788 5g $395 Buy
B5395 1G $93 Buy
265613 500mg $382 Buy
074620 10g $395 Buy

N-(TERT-BUTOXYCARBONYL)-D-PROLINAL Chemical Properties,Uses,Production

Chemical Properties

Clear colorless to yellow liquid

Uses

peptide synthesis

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

(R)-1-Boc-pyrrolidin-2-yl-methanol

59378-81-3

N-(TERT-BUTOXYCARBONYL)-D-PROLINAL

73365-02-3

1. tert-Butyl (2R)-2-formylpyrrolidine-1-carboxylate (15.9 g, 37.4 mmol) was added in batches to a stirring solution of tert-Butyl (2R)-2-(hydroxymethyl)pyrrolidine-1-carboxylate (5.0 g, 24.9 mmol) in dichloromethane (75 mL) under nitrogen protection over a 5-minute dosing period. 2. The reaction mixture was stirred for 1 hr. to form a suspension.3. The suspension was filtered through a diatomaceous earth pad and the filter cake was washed with dichloromethane (100 mL).4. The filtrate was concentrated under pressure to give the crude product.5. The crude product was purified by neutral silica gel column chromatography to give BOC-D-prolinyl aldehyde (4.4 g, 89% yield) using 12% ethyl acetate/hexanes as eluent.

References

[1] Patent: WO2015/120390, 2015, A1. Location in patent: Page/Page column 97; 178
[2] Tetrahedron Letters, 1997, vol. 38, # 37, p. 6479 - 6482
[3] Patent: WO2015/118342, 2015, A1. Location in patent: Page/Page column 94; 95
[4] Journal of Medicinal Chemistry, 1990, vol. 33, # 12, p. 3190 - 3198
[5] Tetrahedron Letters, 1990, vol. 31, # 28, p. 3957 - 3960

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View Lastest Price from N-(TERT-BUTOXYCARBONYL)-D-PROLINAL manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N-Boc-D-Prolinal pictures 2024-11-26 N-Boc-D-Prolinal
73365-02-3
US $0.00-0.00 / kg 0.1kg 98%(GC);99%ee 500kg Nanjing Fred Technology Co., Ltd
N-(TERT-BUTOXYCARBONYL)-D-PROLINAL pictures 2019-07-06 N-(TERT-BUTOXYCARBONYL)-D-PROLINAL
73365-02-3
US $1.00 / KG 1KG 99% Customized Career Henan Chemical Co
  • N-Boc-D-Prolinal pictures
  • N-Boc-D-Prolinal
    73365-02-3
  • US $0.00-0.00 / kg
  • 98%(GC);99%ee
  • Nanjing Fred Technology Co., Ltd
(R)-2-FORMYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER (R)-(+)-1-BOC-2-PYRROLIDINECARBALDEHYDE (R)-N-BOC-PROLINAL N-(TERT-BUTOXYCARBONYL)-D-PROLINAL N-T-BOC-D-PROLINAL BOC-D-PROLINAL (R)-2-FORMYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER (R)-N-BOC-PROLINAL (R)-N-BOC-PROLINAL, 97+% S-(+)-N-(diphenylmethylene)glycinesultam 1-Pyrrolidinecarboxylicacid, 2-formyl-, 1,1-dimethylethyl ester, (2R)- (R)-tert-butyl 2-forMylpyrrolidine-1-carboxylate (R)-1-Boc-2-formylpyrrolidine tert-butyl (2R)-2-formylpyrrolidine-1-carboxylate N-(TERT-BUTOXYCARBONYL)-D-PROLINAL USP/EP/BP Boc-D-prolyne N-(tert-Butoxycarbonyl)-D-prolinal 73365-02-3 Amino Acid Derivatives Amino Aldehydes Specialty Synthesis Peptide Synthesis Amino Aldehydes Amino Acid Derivatives Peptide Synthesis