(3aS,5R,6R,7S,7aR)-6,7-Bis-benzyloxy-5-benzyloxymethyl-hexahydro-1,4-dioxa-2-thia-3-aza-indene 2,2-dioxide

Base Information

• Chemical Name: (3aS,5R,6R,7S,7aR)-6,7-Bis-benzyloxy-5-benzyloxymethyl-hexahydro-1,4-dioxa-2-thia-3-aza-indene 2,2-dioxide
• CAS No.: 709032-87-1
• Molecular Formula: C₂₇H₂₉NO₇S
• Molecular Weight: 511.596

Synonyms:(3aS,5R,6R,7S,7aR)-6,7-Bis-benzyloxy-5-benzyloxymethyl-hexahydro-1,4-dioxa-2-thia-3-aza-indene 2,2-dioxide

Chemical Property of (3aS,5R,6R,7S,7aR)-6,7-Bis-benzyloxy-5-benzyloxymethyl-hexahydro-1,4-dioxa-2-thia-3-aza-indene 2,2-dioxide

Chemical Property:

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Technology Process of (3aS,5R,6R,7S,7aR)-6,7-Bis-benzyloxy-5-benzyloxymethyl-hexahydro-1,4-dioxa-2-thia-3-aza-indene 2,2-dioxide

There total 2 articles about (3aS,5R,6R,7S,7aR)-6,7-Bis-benzyloxy-5-benzyloxymethyl-hexahydro-1,4-dioxa-2-thia-3-aza-indene 2,2-dioxide 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: 87.0%

(3aS,5R,6R,7S,7aR)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2,2-dioxo-tetrahydro-1,4-dioxa-2λ6-thia-3-aza-indene-3-carboxylic acid allyl ester (709032-70-2) → (3aS,5R,6R,7S,7aR)-6,7-Bis-benzyloxy-5-benzyloxymethyl-hexahydro-1,4-dioxa-2-thia-3-aza-indene 2,2-dioxide (709032-87-1)

Guidance literature:

With palladium diacetate; trisodium tris(3-sulfophenyl)phosphine; diethylamine; In water; acetonitrile; at 25 ℃; for 0.5h;

DOI:10.1021/ja049293c

Reference yield: 87.0%

(5R,6R,7S,7aR)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2,2-dioxo-tetrahydro-1,4-dioxa-2λ6-thia-3-aza-indene-3-carboxylic acid allyl ester → (3aS,5R,6R,7S,7aR)-6,7-Bis-benzyloxy-5-benzyloxymethyl-hexahydro-1,4-dioxa-2-thia-3-aza-indene 2,2-dioxide (709032-87-1)

Guidance literature:

With trisodium tris(3-sulfophenyl)phosphine; diethylamine; palladium diacetate; In acetonitrile; at 25 ℃; for 0.5h;

DOI:10.1002/chem.200400503

Reference yield: 73.0%

allyl bromide (106-95-6) + (3aS,5R,6R,7S,7aR)-6,7-Bis-benzyloxy-5-benzyloxymethyl-hexahydro-1,4-dioxa-2-thia-3-aza-indene 2,2-dioxide (709032-87-1) → (3aS,5R,6R,7S,7aR)-3-Allyl-6,7-bis-benzyloxy-5-benzyloxymethyl-hexahydro-1,4-dioxa-2-thia-3-aza-indene 2,2-dioxide

Guidance literature:

(3aS,5R,6R,7S,7aR)-6,7-Bis-benzyloxy-5-benzyloxymethyl-hexahydro-1,4-dioxa-2-thia-3-aza-indene 2,2-dioxide; With sodium hydride; In dimethyl sulfoxide; at 25 ℃; for 0.166667h;

allyl bromide; In dimethyl sulfoxide; at 25 ℃; for 0.25h;

DOI:10.1002/chem.200400503

upstream raw materials:

(3aS,5R,6R,7S,7aR)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2,2-dioxo-tetrahydro-1,4-dioxa-2λ⁶-thia-3-aza-indene-3-carboxylic acid allyl ester

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