[1-formyl-2-(4-methoxy-benzylsulfanyl)-ethyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [1-formyl-2-(4-methoxy-benzylsulfanyl)-ethyl]-carbamic acid tert-butyl ester
• CAS No.: 116430-17-2
• Molecular Formula: C₁₆H₂₃NO₄S
• Molecular Weight: 325.429
• Mol file: 116430-17-2.mol

Synonyms:[1-formyl-2-(4-methoxy-benzylsulfanyl)-ethyl]-carbamic acid tert-butyl ester

Chemical Property of [1-formyl-2-(4-methoxy-benzylsulfanyl)-ethyl]-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [1-formyl-2-(4-methoxy-benzylsulfanyl)-ethyl]-carbamic acid tert-butyl ester

There total 2 articles about [1-formyl-2-(4-methoxy-benzylsulfanyl)-ethyl]-carbamic acid tert-butyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

[2-(4-methoxy-benzylsulfanyl)-1-(methoxy-methyl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester (877814-34-1) → [1-formyl-2-(4-methoxy-benzylsulfanyl)-ethyl]-carbamic acid tert-butyl ester (116430-17-2)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at -78 ℃; for 0.5h;

DOI:10.1021/ol052755m

Reference yield:

N-(tert-butyloxycarbonyl)-S-(4-methoxybenzyl)cysteine (18942-46-6,58290-35-0) → [1-formyl-2-(4-methoxy-benzylsulfanyl)-ethyl]-carbamic acid tert-butyl ester (116430-17-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / 1-hydroxybenzotriazole hydrate; diisopropylcarbodiimide; ethyldiisopropylamine / molecular sieves / dimethylformamide / 1 h / 20 °C

2: lithium aluminium hydride / 1,2-dichloro-ethane; diethyl ether / 0.33 h / -30 - 0 °C

With lithium aluminium tetrahydride; 1-hydroxybenzotriazol-hydrate; N-ethyl-N,N-diisopropylamine; diisopropyl-carbodiimide; molecular sieve; In diethyl ether; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2006.01.065

Reference yield: 35.0%

[1-formyl-2-(4-methoxy-benzylsulfanyl)-ethyl]-carbamic acid tert-butyl ester (116430-17-2) + ethyl-2-azidoacetate (637-81-0) → [2-tert-butoxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propylamino]-acetic acid ethyl ester (887628-08-2)

Guidance literature:

ethyl-2-azidoacetate; With trimethylphosphane; In tetrahydrofuran; toluene; at 0 - 20 ℃;

[1-formyl-2-(4-methoxy-benzylsulfanyl)-ethyl]-carbamic acid tert-butyl ester; With molecular sieve; In tetrahydrofuran; 1,2-dichloro-ethane; for 0.5h;

With sodium cyanoborohydride; In methanol; for 20h;

DOI:10.1016/j.tet.2006.01.065

upstream raw materials:

[2-(4-methoxy-benzylsulfanyl)-1-(methoxy-methyl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester

N-(tert-butyloxycarbonyl)-S-(4-methoxybenzyl)cysteine

Downstream raw materials:

(3S,4R)-4-tert-Butoxycarbonylamino-3-hydroxy-5-(4-methoxy-benzylsulfanyl)-pentanoic acid allyl ester

[2-tert-butoxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propylamino]-acetic acid ethyl ester

{[2-tert-butoxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propyl]-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid

{[2-tert-butoxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propyl]-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid ethyl ester