(3S,4R)-4-{(S)-2-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propionylamino]-3-tritylsulfanyl-propionylamino}-3-hydroxy-5-methyl-hexanoic acid allyl ester

Base Information

Chemical Name:(3S,4R)-4-{(S)-2-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propionylamino]-3-tritylsulfanyl-propionylamino}-3-hydroxy-5-methyl-hexanoic acid allyl ester
CAS No.:878630-50-3
Molecular Formula:C₅₀H₅₃N₃O₇S
Molecular Weight:840.053
Hs Code.:

(3S,4R)-4-{(S)-2-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propionylamino]-3-tritylsulfanyl-propionylamino}-3-hydroxy-5-methyl-hexanoic acid allyl ester

Synonyms:(3S,4R)-4-{(S)-2-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propionylamino]-3-tritylsulfanyl-propionylamino}-3-hydroxy-5-methyl-hexanoic acid allyl ester

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Chemical Property of (3S,4R)-4-{(S)-2-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propionylamino]-3-tritylsulfanyl-propionylamino}-3-hydroxy-5-methyl-hexanoic acid allyl ester

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Technology Process of (3S,4R)-4-{(S)-2-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propionylamino]-3-tritylsulfanyl-propionylamino}-3-hydroxy-5-methyl-hexanoic acid allyl ester

There total 7 articles about (3S,4R)-4-{(S)-2-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propionylamino]-3-tritylsulfanyl-propionylamino}-3-hydroxy-5-methyl-hexanoic acid allyl 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:

: 878630-46-7
(3S,4R)-4-tert-Butoxycarbonylamino-3-hydroxy-5-methyl-hexanoic acid allyl ester

: 35661-38-2,35661-39-3,79990-15-1,136132-75-7
N-(9-fluorenylmethoxycarbonyl)-D-alanine

: 167015-11-4
Fmoc-D-Cys(Trt)-OH

: 878630-50-3
(3S,4R)-4-{(S)-2-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propionylamino]-3-tritylsulfanyl-propionylamino}-3-hydroxy-5-methyl-hexanoic acid allyl ester

Guidance literature:: (3S,4R)-4-tert-Butoxycarbonylamino-3-hydroxy-5-methyl-hexanoic acid allyl ester; With chloro-trimethyl-silane; trifluorormethanesulfonic acid; PS-DES; In dichloromethane; at 20 ℃; for 12h;

With 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 3h;

N-(9-fluorenylmethoxycarbonyl)-D-alanine; Fmoc-D-Cys(Trt)-OH; Further stages;
DOI:10.1016/j.tet.2015.07.064

Reference yield:

: 878630-46-7
(3S,4R)-4-tert-Butoxycarbonylamino-3-hydroxy-5-methyl-hexanoic acid allyl ester

: 878630-50-3
(3S,4R)-4-{(S)-2-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propionylamino]-3-tritylsulfanyl-propionylamino}-3-hydroxy-5-methyl-hexanoic acid allyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: HCl / ethyl acetate

2: EDCI; HOBt; N,N-diisopropylethylamine

3: Et₂NH

4: EDCI; HOBt; N,N-diisopropylethylamine

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diethylamine; N-ethyl-N,N-diisopropylamine; In ethyl acetate;
DOI:10.1016/j.tetlet.2005.12.031

Reference yield:

: 22838-58-0
Boc-D-Val-OH

: 878630-50-3
(3S,4R)-4-{(S)-2-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propionylamino]-3-tritylsulfanyl-propionylamino}-3-hydroxy-5-methyl-hexanoic acid allyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: carbonyldiimidazole / tetrahydrofuran

1.2: NaBH₄ / methanol; tetrahydrofuran

1.3: 34 percent / LiOH / tetrahydrofuran; H₂O

2.1: K₂CO₃

3.1: HCl / ethyl acetate

4.1: EDCI; HOBt; N,N-diisopropylethylamine

5.1: Et₂NH

6.1: EDCI; HOBt; N,N-diisopropylethylamine

With hydrogenchloride; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diethylamine; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; In tetrahydrofuran; ethyl acetate;
DOI:10.1016/j.tetlet.2005.12.031