Methanesulfonic acid (1R,2R)-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

Base Information

• Chemical Name: Methanesulfonic acid (1R,2R)-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
• CAS No.: 177957-98-1
• Molecular Formula: C₆₂H₈₀N₂O₁₂S₂Si₂
• Molecular Weight: 1165.63

Synonyms:Methanesulfonic acid (1R,2R)-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

Chemical Property of Methanesulfonic acid (1R,2R)-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

Chemical Property:

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Technology Process of Methanesulfonic acid (1R,2R)-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

There total 6 articles about Methanesulfonic acid (1R,2R)-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 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: 94.0%

methanesulfonyl chloride (124-63-0) + {3-Benzyloxy-5-benzyloxymethoxymethyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-[(2R,3R)-4-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-3-(toluene-4-sulfonylamino)-butyl]-carbamic acid allyl ester (177957-97-0) → Methanesulfonic acid (1R,2R)-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 (177957-98-1)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 25 ℃;

DOI:10.1016/0040-4039(96)00595-3

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → Methanesulfonic acid (1R,2R)-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 (177957-98-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / dimethylformamide / 4 h / Ambient temperature

2: 94 percent / Et₃N / CH₂Cl₂ / 3 h / Ambient temperature

With triethylamine; In dichloromethane; N,N-dimethyl-formamide;

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

Reference yield:

(4R,5S)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-5-trifluoromethanesulfonyloxymethyl-oxazolidine-3-carboxylic acid 2,2,2-trichloro-ethyl ester (177957-71-0) → Methanesulfonic acid (1R,2R)-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 (177957-98-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / NaH / paraffin; tetrahydrofuran / 1.) -78 deg C -> room temperature, 4 h, 2.) room temperature, 2 h

2: 16.1 g / Zn, AcOH / tetrahydrofuran; H₂O / 1 h / Ambient temperature

3: Et₃N / dimethylformamide / 4 h / Ambient temperature

4: 94 percent / Et₃N / CH₂Cl₂ / 3 h / Ambient temperature

With sodium hydride; acetic acid; triethylamine; zinc; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; paraffin;

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

upstream raw materials:

methanesulfonyl chloride

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

p-toluenesulfonyl chloride

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

Downstream raw materials:

(2R,3S)-3-[N-allyloxycarbonyl-3-benzyloxy-5-benzyloxymethoxymethyl-2-(2-hydroxyethyl)anilino]methyl-1-p-toluenesulfonyl-2-aziridinemethanol

Acetic acid (1aS,8R,9aS)-7-benzyloxy-5-benzyloxymethoxymethyl-8-hydroxymethyl-9-oxo-1-(toluene-4-sulfonyl)-1,1a,2,8,9,9a-hexahydro-1,3-diaza-benzo[a]cyclopropa[e]cycloocten-3-yl ester

[3-Benzyloxy-5-benzyloxymethoxymethyl-2-(2-oxo-ethyl)-phenyl]-[(2S,3S)-3-formyl-1-(toluene-4-sulfonyl)-aziridin-2-ylmethyl]-carbamic acid allyl ester

C₃₈H₃₉N₃O₁₀S

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