3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-thiobutyric acid 2,4,6-trimethoxy-benzyl ester

Base Information

• Chemical Name: 3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-thiobutyric acid 2,4,6-trimethoxy-benzyl ester
• CAS No.: 881913-37-7
• Molecular Formula: C₃₃H₃₉NO₇S
• Molecular Weight: 593.741
• Mol file: 881913-37-7.mol

Synonyms:3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-thiobutyric acid 2,4,6-trimethoxy-benzyl ester

Chemical Property of 3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-thiobutyric acid 2,4,6-trimethoxy-benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-thiobutyric acid 2,4,6-trimethoxy-benzyl ester

There total 1 articles about 3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-thiobutyric acid 2,4,6-trimethoxy-benzyl 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: 88.0%

Fmoc-Thr(tBu)-OH (71989-35-0,138797-71-4) + (2,4,6-trimethoxyphenyl)methanethiol (212555-23-2) → 3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-thiobutyric acid 2,4,6-trimethoxy-benzyl ester (881913-37-7)

Guidance literature:

With dmap; diisopropyl-carbodiimide; In dichloromethane; at 20 ℃; for 14h;

DOI:10.1021/ol052671d

Reference yield: 80.0%

3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-thiobutyric acid 2,4,6-trimethoxy-benzyl ester (881913-37-7) → (2S,3R)-2-Amino-3-tert-butoxy-thiobutyric acid S-(2,4,6-trimethoxy-benzyl) ester (881913-38-8)

Guidance literature:

With piperidine; In dichloromethane; at 0 - 25 ℃; for 0.5h;

DOI:10.1021/ol052671d

Reference yield:

3-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-thiobutyric acid 2,4,6-trimethoxy-benzyl ester (881913-37-7) → (2S,3R)-2-{(2S,3S)-2-[(2S,3S)-2-(Acetyl-methyl-amino)-3-methyl-pentanoylamino]-3-methyl-pentanoylamino}-3-tert-butoxy-thiobutyric acid S-(2,4,6-trimethoxy-benzyl) ester (881913-39-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / piperidine / CH₂Cl₂ / 0.5 h / 0 - 25 °C

2: 93 percent / DCC; HOBT / CH₂Cl₂; dimethylformamide / 1.5 h / 20 °C

With piperidine; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol052671d

upstream raw materials:

Fmoc-Thr(tBu)-OH

(2,4,6-trimethoxyphenyl)methanethiol

Downstream raw materials:

(2S,3R)-2-Amino-3-tert-butoxy-thiobutyric acid S-(2,4,6-trimethoxy-benzyl) ester

(2S,3R)-2-{(2S,3S)-2-[(2S,3S)-2-(Acetyl-methyl-amino)-3-methyl-pentanoylamino]-3-methyl-pentanoylamino}-3-tert-butoxy-thiobutyric acid S-(2,4,6-trimethoxy-benzyl) ester

Fmoc-Tyr(tBu)-Thr(tBu)-STmb

Fmoc-Lys(Boc)-Tyr(tBu)-Thr(tBu)-STmb