(2S,3R)-2-(tert-butyloxycarbonylamino)-3-O-(tert-butyldiphenylsilyl)-1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)pent-4-ene

Base Information

Chemical Name:(2S,3R)-2-(tert-butyloxycarbonylamino)-3-O-(tert-butyldiphenylsilyl)-1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)pent-4-ene
CAS No.:1020409-65-7
Molecular Formula:C₆₀H₇₁NO₉Si
Molecular Weight:978.311
Hs Code.:

Synonyms:(2S,3R)-2-(tert-butyloxycarbonylamino)-3-O-(tert-butyldiphenylsilyl)-1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)pent-4-ene

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Chemical Property of (2S,3R)-2-(tert-butyloxycarbonylamino)-3-O-(tert-butyldiphenylsilyl)-1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)pent-4-ene

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Technology Process of (2S,3R)-2-(tert-butyloxycarbonylamino)-3-O-(tert-butyldiphenylsilyl)-1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)pent-4-ene

There total 4 articles about (2S,3R)-2-(tert-butyloxycarbonylamino)-3-O-(tert-butyldiphenylsilyl)-1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)pent-4-ene 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: 33.0%

: 1020409-56-6
tert-butyl (2S,3R)-3-(tert-butyldiphenylsilyloxy)-1-hydroxypent-4-en-2-ylcarbamate

: 78153-79-4,89025-46-7,94898-42-7,101966-50-1,122741-44-0,143615-35-4,94898-43-8
2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl fluoride

: 1020409-65-7
(2S,3R)-2-(tert-butyloxycarbonylamino)-3-O-(tert-butyldiphenylsilyl)-1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)pent-4-ene

Guidance literature:: With silver perchlorate; titanium tetrachloride; In tetrahydrofuran; diethyl ether; at 0 ℃; for 0.333333h;

Reference yield:

: 25878-60-8
D-galactose pentaacetate

: 1020409-65-7
(2S,3R)-2-(tert-butyloxycarbonylamino)-3-O-(tert-butyldiphenylsilyl)-1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)pent-4-ene

Guidance literature:: Multi-step reaction with 5 steps

1.1: tin(IV) chloride / benzene / 2 h / 20 °C / Heating / reflux

2.1: methanol; sodium methylate / 1 h

3.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C

3.2: 3 h / 20 °C

4.1: N-Bromosuccinimide; diethylamino-sulfur trifluoride / dichloromethane / 0.5 h / -15 °C

5.1: silver perchlorate; titanium tetrachloride / tetrahydrofuran; diethyl ether / 0.33 h / 0 °C

With methanol; N-Bromosuccinimide; diethylamino-sulfur trifluoride; sodium methylate; silver perchlorate; titanium tetrachloride; tin(IV) chloride; sodium hydride; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; benzene;

Reference yield:

: 100-39-0
benzyl bromide

: 1020409-65-7
(2S,3R)-2-(tert-butyloxycarbonylamino)-3-O-(tert-butyldiphenylsilyl)-1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)pent-4-ene

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C

1.2: 3 h / 20 °C

2.1: N-Bromosuccinimide; diethylamino-sulfur trifluoride / dichloromethane / 0.5 h / -15 °C

3.1: silver perchlorate; titanium tetrachloride / tetrahydrofuran; diethyl ether / 0.33 h / 0 °C

With N-Bromosuccinimide; diethylamino-sulfur trifluoride; silver perchlorate; titanium tetrachloride; sodium hydride; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;