Methyl 2,3-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-4-deoxy-4-C-ethyl-α-D-gulopyranoside

Base Information

Chemical Name:Methyl 2,3-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-4-deoxy-4-C-ethyl-α-D-gulopyranoside
CAS No.:172603-08-6
Molecular Formula:C₃₉H₄₈O₅Si
Molecular Weight:624.893
Hs Code.:

Synonyms:Methyl 2,3-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-4-deoxy-4-C-ethyl-α-D-gulopyranoside

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Chemical Property of Methyl 2,3-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-4-deoxy-4-C-ethyl-α-D-gulopyranoside

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Technology Process of Methyl 2,3-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-4-deoxy-4-C-ethyl-α-D-gulopyranoside

There total 3 articles about Methyl 2,3-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-4-deoxy-4-C-ethyl-α-D-gulopyranoside 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: 81.0%

: 100-39-0
benzyl bromide

: 172603-07-5
Methyl 6-O-(tert-butyldiphenylsilyl)-4-deoxy-4-C-ethyl-α-D-gulopyranoside

: 172603-08-6
Methyl 2,3-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-4-deoxy-4-C-ethyl-α-D-gulopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 4h;
DOI:10.1021/jo00128a032

Reference yield:

: 137963-61-2
methyl 6-O-tert-butyldiphenylsilyl-2,3-di-O-methanesulfonyl-α-D-glucopyranoside

: 172603-08-6
Methyl 2,3-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-4-deoxy-4-C-ethyl-α-D-gulopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 59 percent / NaOMe / methanol; CHCl₃ / 120 h / 25 °C

2: 1.) CuCl / 1.) ether, THF, -30 deg C, 20 min, 2.) -30 deg C, 20 min; 0 deg C, 40 min

3: 81 percent / NaH / dimethylformamide / 4 h / 20 °C

With sodium methylate; sodium hydride; copper(l) chloride; In methanol; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/jo00128a032

Reference yield:

: 172603-06-4
Methyl 3,4-anhydro-6-O-(tert-butyldiphenylsilyl)-2-O-(methanesulfonyl)-α-D-allopyranoside

: 172603-08-6
Methyl 2,3-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-4-deoxy-4-C-ethyl-α-D-gulopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) CuCl / 1.) ether, THF, -30 deg C, 20 min, 2.) -30 deg C, 20 min; 0 deg C, 40 min

2: 81 percent / NaH / dimethylformamide / 4 h / 20 °C

With sodium hydride; copper(l) chloride; In N,N-dimethyl-formamide;
DOI:10.1021/jo00128a032