(2S,3S,4R,5R,6R)-4-Benzyloxycarbonylamino-6-tert-butoxy-2-hydroxymethyl-5-methyl-tetrahydro-pyran-3-carboxylic acid methyl ester

Base Information

Chemical Name:(2S,3S,4R,5R,6R)-4-Benzyloxycarbonylamino-6-tert-butoxy-2-hydroxymethyl-5-methyl-tetrahydro-pyran-3-carboxylic acid methyl ester
CAS No.:119794-79-5
Molecular Formula:C₂₁H₃₁NO₇
Molecular Weight:409.48
Hs Code.:

Synonyms:(2S,3S,4R,5R,6R)-4-Benzyloxycarbonylamino-6-tert-butoxy-2-hydroxymethyl-5-methyl-tetrahydro-pyran-3-carboxylic acid methyl ester

Suppliers and Price of (2S,3S,4R,5R,6R)-4-Benzyloxycarbonylamino-6-tert-butoxy-2-hydroxymethyl-5-methyl-tetrahydro-pyran-3-carboxylic acid methyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3S,4R,5R,6R)-4-Benzyloxycarbonylamino-6-tert-butoxy-2-hydroxymethyl-5-methyl-tetrahydro-pyran-3-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (2S,3S,4R,5R,6R)-4-Benzyloxycarbonylamino-6-tert-butoxy-2-hydroxymethyl-5-methyl-tetrahydro-pyran-3-carboxylic acid methyl ester

There total 23 articles about (2S,3S,4R,5R,6R)-4-Benzyloxycarbonylamino-6-tert-butoxy-2-hydroxymethyl-5-methyl-tetrahydro-pyran-3-carboxylic acid methyl 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: 81.0%

: 114059-53-9
tert-butyl 6-O-(tert-butyldimethylsilyl)-3-(carbobenzyloxyamino)-4-C-carbomethoxy-2,3,4-trideoxy-2-C-methyl-α-D-glucopyranoside

: 119794-79-5
(2S,3S,4R,5R,6R)-4-Benzyloxycarbonylamino-6-tert-butoxy-2-hydroxymethyl-5-methyl-tetrahydro-pyran-3-carboxylic acid methyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1021/jo00270a019

Reference yield: 81.0%

: 119794-74-0
tert-butyl 6-O-(tert-butyldimethylsilyl)-3-(carbobenzyloxyamino)-2,3,4-trideoxy-4-C-(hydroxymethyl)-2-C-methyl-α-D-glucopyranoside

: 119794-79-5
(2S,3S,4R,5R,6R)-4-Benzyloxycarbonylamino-6-tert-butoxy-2-hydroxymethyl-5-methyl-tetrahydro-pyran-3-carboxylic acid methyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1021/jo00244a061

Reference yield:

: 119794-57-9
tert-butyl 6-O-(tert-butyldimethylsilyl)-3,4-dideoxy-α-D-glycero-hex-3-enopyranosid-2-ulose

: 119794-79-5
(2S,3S,4R,5R,6R)-4-Benzyloxycarbonylamino-6-tert-butoxy-2-hydroxymethyl-5-methyl-tetrahydro-pyran-3-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: Irradiation

2: pyridine / CH₂Cl₂

3: 94 percent / t-BuOH / tetrahydrofuran / 1.) from -78 deg C to 0 deg C, 2.) -78 deg C

4: 94 percent / diethyl ether

5: 86 percent / SOCl₂, pyridine

6: H₂ / Raney Ni / methanol

7: methanol

8: 84 percent / DIBAL / CH₂Cl₂ / -78 °C

9: 81 percent / n-Bu₄NF / tetrahydrofuran

With pyridine; thionyl chloride; tetrabutyl ammonium fluoride; hydrogen; diisobutylaluminium hydride; tert-butyl alcohol; nickel; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1021/jo00244a061