[(2S,3S)-3-Amino-4-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-butyl]-{3-benzyloxy-5-benzyloxymethoxymethyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-carbamic acid allyl ester

Base Information

• Chemical Name: [(2S,3S)-3-Amino-4-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-butyl]-{3-benzyloxy-5-benzyloxymethoxymethyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-carbamic acid allyl ester
• CAS No.: 194042-17-6
• Molecular Formula: C₅₄H₇₂N₂O₈Si₂
• Molecular Weight: 933.345

Synonyms:

Chemical Property of [(2S,3S)-3-Amino-4-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-butyl]-{3-benzyloxy-5-benzyloxymethoxymethyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-carbamic acid allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of [(2S,3S)-3-Amino-4-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-butyl]-{3-benzyloxy-5-benzyloxymethoxymethyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-carbamic acid allyl ester

There total 3 articles about [(2S,3S)-3-Amino-4-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-butyl]-{3-benzyloxy-5-benzyloxymethoxymethyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-carbamic 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:

(4S,5S)-5-[(Allyloxycarbonyl-{3-benzyloxy-5-benzyloxymethoxymethyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-amino)-methyl]-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid 2,2,2-trichloro-ethyl ester (194041-92-4) → [(2S,3S)-3-Amino-4-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-butyl]-{3-benzyloxy-5-benzyloxymethoxymethyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-carbamic acid allyl ester (194042-17-6)

Guidance literature:

With acetic acid; zinc; In tetrahydrofuran; water; for 1h; Ambient temperature;

DOI:10.1016/S0040-4020(97)00652-2

Reference yield:

{3-Benzyloxy-5-benzyloxymethoxymethyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-carbamic acid allyl ester (177957-70-9) → [(2S,3S)-3-Amino-4-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-butyl]-{3-benzyloxy-5-benzyloxymethoxymethyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-carbamic acid allyl ester (194042-17-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / NaH / paraffin; tetrahydrofuran / 1.) -78 deg C -> room temperature, 4 h, 2.) room temperature, 2 h

2: 21.2 g / Zn, AcOH / tetrahydrofuran; H₂O / 1 h / Ambient temperature

With sodium hydride; acetic acid; zinc; In tetrahydrofuran; water; paraffin;

DOI:10.1016/S0040-4020(97)00652-2

Reference yield:

(4S,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-5-trifluoromethanesulfonyloxymethyl-oxazolidine-3-carboxylic acid 2,2,2-trichloro-ethyl ester (193893-07-1) → [(2S,3S)-3-Amino-4-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-butyl]-{3-benzyloxy-5-benzyloxymethoxymethyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-carbamic acid allyl ester (194042-17-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / NaH / paraffin; tetrahydrofuran / 1.) -78 deg C -> room temperature, 4 h, 2.) room temperature, 2 h

2: 21.2 g / Zn, AcOH / tetrahydrofuran; H₂O / 1 h / Ambient temperature

With sodium hydride; acetic acid; zinc; In tetrahydrofuran; water; paraffin;

DOI:10.1016/S0040-4020(97)00652-2

upstream raw materials:

(4S,5S)-5-[(Allyloxycarbonyl-{3-benzyloxy-5-benzyloxymethoxymethyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-amino)-methyl]-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid 2,2,2-trichloro-ethyl ester

{3-Benzyloxy-5-benzyloxymethoxymethyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-carbamic acid allyl ester

(4S,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-5-trifluoromethanesulfonyloxymethyl-oxazolidine-3-carboxylic acid 2,2,2-trichloro-ethyl ester

Downstream raw materials:

{3-Benzyloxy-5-benzyloxymethoxymethyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-[(2S,3S)-4-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-3-(toluene-4-sulfonylamino)-butyl]-carbamic acid allyl ester

Methanesulfonic acid (1S,2S)-1-[(allyloxycarbonyl-{3-benzyloxy-5-benzyloxymethoxymethyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-amino)-methyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-(toluene-4-sulfonylamino)-propyl ester

{3-Benzyloxy-5-benzyloxymethoxymethyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-[(2R,3R)-3-(tert-butyl-diphenyl-silanyloxymethyl)-1-(toluene-4-sulfonyl)-aziridin-2-ylmethyl]-carbamic acid allyl ester

(1aR,8R,9aR)-7-Benzyloxy-5-benzyloxymethoxymethyl-8-(tert-butyl-diphenyl-silanyloxymethyl)-9-oxo-1-(toluene-4-sulfonyl)-1,1a,2,8,9,9a-hexahydro-1,3-diaza-benzo[a]cyclopropa[e]cyclooctene-3-carboxylic acid allyl ester

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