(5S,6S)-5-Benzyloxymethoxymethyl-6-hydroxymethyl-2,2-dimethyl-[1,3,4]oxadiazinane-3,4-dicarboxylic acid di-tert-butyl ester

Base Information

• Chemical Name: (5S,6S)-5-Benzyloxymethoxymethyl-6-hydroxymethyl-2,2-dimethyl-[1,3,4]oxadiazinane-3,4-dicarboxylic acid di-tert-butyl ester
• CAS No.: 128315-53-7
• Molecular Formula: C₂₅H₄₀N₂O₈
• Molecular Weight: 496.601
• Mol file: 128315-53-7.mol

Synonyms:(5S,6S)-5-Benzyloxymethoxymethyl-6-hydroxymethyl-2,2-dimethyl-[1,3,4]oxadiazinane-3,4-dicarboxylic acid di-tert-butyl ester

Chemical Property of (5S,6S)-5-Benzyloxymethoxymethyl-6-hydroxymethyl-2,2-dimethyl-[1,3,4]oxadiazinane-3,4-dicarboxylic acid di-tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5S,6S)-5-Benzyloxymethoxymethyl-6-hydroxymethyl-2,2-dimethyl-[1,3,4]oxadiazinane-3,4-dicarboxylic acid di-tert-butyl ester

There total 5 articles about (5S,6S)-5-Benzyloxymethoxymethyl-6-hydroxymethyl-2,2-dimethyl-[1,3,4]oxadiazinane-3,4-dicarboxylic acid di-tert-butyl 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: 95.0%

(5S,6S)-5-Benzyloxymethoxymethyl-6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3,4]oxadiazinane-3,4-dicarboxylic acid di-tert-butyl ester → (5S,6S)-5-Benzyloxymethoxymethyl-6-hydroxymethyl-2,2-dimethyl-[1,3,4]oxadiazinane-3,4-dicarboxylic acid di-tert-butyl ester (128315-53-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 20h; Ambient temperature;

DOI:10.1016/S0040-4039(01)80606-7

Reference yield:

Benzyloxymethyl chloride (3587-60-8) → (5S,6S)-5-Benzyloxymethoxymethyl-6-hydroxymethyl-2,2-dimethyl-[1,3,4]oxadiazinane-3,4-dicarboxylic acid di-tert-butyl ester (128315-53-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / Et₃N / acetonitrile / 24 h / Heating

2: 95 percent / nBu₄NF / tetrahydrofuran / 20 h / Ambient temperature

With tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; acetonitrile;

DOI:10.1016/S0040-4039(01)80606-7

Reference yield:

(5S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxymethyl-2,2-dimethyl-[1,3,4]oxadiazinane-3,4-dicarboxylic acid di-tert-butyl ester (127924-59-8) → (5S,6S)-5-Benzyloxymethoxymethyl-6-hydroxymethyl-2,2-dimethyl-[1,3,4]oxadiazinane-3,4-dicarboxylic acid di-tert-butyl ester (128315-53-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / Et₃N / acetonitrile / 24 h / Heating

2: 95 percent / nBu₄NF / tetrahydrofuran / 20 h / Ambient temperature

With tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; acetonitrile;

DOI:10.1016/S0040-4039(01)80606-7

upstream raw materials:

Benzyloxymethyl chloride

C₃₁H₄₆N₂O₈Si

(5S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxymethyl-2,2-dimethyl-[1,3,4]oxadiazinane-3,4-dicarboxylic acid di-tert-butyl ester

(5R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3,4]oxadiazinane-3,4,5-tricarboxylic acid 3,4-di-tert-butyl ester 5-methyl ester

Downstream raw materials:

(5S,6S)-5-Benzyloxymethoxymethyl-6-formyl-2,2-dimethyl-[1,3,4]oxadiazinane-3,4-dicarboxylic acid di-tert-butyl ester