C₂₇H₃₂ClNO₆

Base Information

• Chemical Name: C₂₇H₃₂ClNO₆
• CAS No.: 1239897-09-6
• Molecular Formula: C₂₇H₃₂ClNO₆
• Molecular Weight: 502.007
• Mol file: 1239897-09-6.mol

Synonyms:C₂₇H₃₂ClNO₆

Chemical Property of C₂₇H₃₂ClNO₆

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₇H₃₂ClNO₆

There total 5 articles about C₂₇H₃₂ClNO₆ 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: 46.0%

3-(2-chloroethyl)-4-methyleneoxetan-2-one + (R)-O-benzyl-serine allyl ester (1239897-05-2) → C27H32ClNO6 (1239897-06-3) + C27H32ClNO6 (1239897-09-6)

Guidance literature:

With 2-hydroxypyridin; In 1,2-dichloro-ethane; at 23 - 48 ℃; Microwave irradiation; Inert atmosphere;

DOI:10.1021/jo101638r

Reference yield:

C18H19NO4 → C27H32ClNO6 (1239897-09-6)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium tetrahydroborate / 12 h / 0 °C / Inert atmosphere

2: toluene-4-sulfonic acid / benzene / 8 h / 100 °C / Inert atmosphere

3: 2-hydroxypyridin / 1,2-dichloro-ethane / 23 - 48 °C / Microwave irradiation; Inert atmosphere

With 2-hydroxypyridin; sodium tetrahydroborate; toluene-4-sulfonic acid; In 1,2-dichloro-ethane; benzene;

DOI:10.1021/jo101638r

Reference yield:

(R)-O-benzyl-N-PMB serine (1239897-08-5) → C27H32ClNO6 (1239897-09-6)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / benzene / 8 h / 100 °C / Inert atmosphere

2: 2-hydroxypyridin / 1,2-dichloro-ethane / 23 - 48 °C / Microwave irradiation; Inert atmosphere

With 2-hydroxypyridin; toluene-4-sulfonic acid; In 1,2-dichloro-ethane; benzene;

DOI:10.1021/jo101638r

upstream raw materials:

(R)-O-benzyl-serine allyl ester

(R)-O-benzyl-N-PMB serine

O-benzyl-D-serine

4-methoxy-benzaldehyde

Downstream raw materials:

C₂₇H₃₂ClNO₆

C₂₄H₂₈ClNO₆

1-(benzyloxymethyl)-4-(2-chloroethyl)-2-(4-methoxybenzyl)-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione

C₂₄H₂₆ClNO₅

Refernces

• 1、 Nguyen, Henry,Ma, Gil,Romo, Daniel. "A1,3-strain enabled retention of chirality during bis-cyclization of β-ketoamides: Total synthesis of (-)-salinosporamide A and (-)-homosalinosporamide A". supporting information; experimental part. p. 4803 - 4805. Retrieved 2010/09/16.